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Nuclear Magnetic Resonance Spectroscopy. Analysis and Temperature Dependence of the Spectra of Cycloheptatriene and 7,7-Bistrifluoromethylcycloheptatriene

Lambert, Joseph B. and Durham, Lois J. and Lepoutere, Pierre and Roberts, John D. (1965) Nuclear Magnetic Resonance Spectroscopy. Analysis and Temperature Dependence of the Spectra of Cycloheptatriene and 7,7-Bistrifluoromethylcycloheptatriene. Journal of the American Chemical Society, 87 (17). pp. 3896-3899. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151015-104906467

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Abstract

Complete analyses of the room-temperature proton spectra of cycloheptatriene (I) and its 7,7-bistrifuoromethyl derivative (II) have been achieved. Whereas the methylene protons of I are nonequivalent below about -140º, the trifluoromethyl groups in II remain equivalent on the n.m.r. time scale down to -185º. An explanation for this behavior is sought in the differences in the magnitudes of the vicinal coupling constants (J_(23)) of I and II. There is no change in any of the coupling constants of I over the temperature range from -70 to +115º. The n.m.r. evidence therefore gives no indication of the presence of norcaradiene in equilibrium with cycloheptatriene.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja01095a018DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01095a018PublisherArticle
Additional Information:© 1965 American Chemical Society. Received May 13, 1965. Supported in part by the Office of Naval Research and the National Science Foundation. National Science Foundation Predoctoral Fellow, 1962-1965.
Funders:
Funding AgencyGrant Number
Office of Naval Research (ONR)UNSPECIFIED
NSFUNSPECIFIED
NSF Predoctoral FellowshipUNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry3237
Issue or Number:17
Record Number:CaltechAUTHORS:20151015-104906467
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151015-104906467
Official Citation:Nuclear Magnetic Resonance Spectroscopy. Analysis and Temperature Dependence of the Spectra of Cycloheptatriene and 7,7-Bistrifluoromethylcycloheptatriene Joseph B. Lambert, Lois J. Durham, Pierre Lepoutere, and John D. Roberts Journal of the American Chemical Society 1965 87 (17), 3896-3899 DOI: 10.1021/ja01095a018
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61156
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:15 Oct 2015 21:18
Last Modified:03 Oct 2019 09:04

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